Monsanto Company

Dennis C Owsley

Jordan J Bloomfield

John S McConaghy, Jr

Richard J Day

Harry B Harlow

Suvit Kulvaranon

There is provided a method for purifying a refold somatotropin monomer from a mixture of somatotropin monomers and somatotropin oligomers in an aqueous solution having a urea concentration of greater than 3 molar by the addition of an acid to reduce the pH of the solution to below about 7.7 to selectively precipitate the oligomers in the most part.

Method for purifying somatotropin monomers

A process is provided for producing nitrophenetole where nitrochlorobenzene is reacted in a cosolvent of a monohydric alcohol and N-alkylpyrrolidone with aqueous alkali metal hydroxide.

Process for the manufacture of nitrophenetole

Compounds represented by the structural formulae ##STR1## wherein n is an integer 0 or 1; A, B and C each independently represent hydrogen or alkyl having from 1 to 3 carbon atoms, provided that when n is 0 at least one of A, B or C cannot be hydrogen; R represents hydrogen or an alkyl having from 1 to 6 carbon atoms; D and E each independently represent hydrogen or alkyl having from 1 to 6 carbon atoms, provided that the sum of the carbon atoms in D and E does not exceed 6, provided that, in the bicyclo compounds, at least one of A, B, C, D or E must be an alkyl; m is an integer 1 through 8; F and G represent hydrogen or alkyl having from 1 to 3 carbon atoms; X represents ##STR2## WHEREIN P IS AN INTEGER 0 THROUGH 2 AND I and J each independently represent hydrogen or methyl, provided that if p is 0 then m must be greater than 2; provided that the sum of the carbon and oxygen atoms in the compound is no greater than 23, are useful as fragrances or as components in fragrance compositions. These compounds have very pleasant, strong and long-lasting aromas. Novel compounds are also disclosed.

Polycyclic alcohol perfume compositions

A method is provided for controlling the para:ortho isomer distribution in nitrochlorobenzene product mixtures by the vapor phase nitration of chlorobenzene in the presence of a molecular sieve catalyst having a relatively small pore size ranging from about 5 A to about 10 A.

Gas phase nitration of chlorobenzene

Relatively low molecular weight primary alcohols are coupled to form relatively higher molecular weight vicinal glycols in which a trialkylsilyl protecting group is employed on the hydroxyl position of said low molecular weight primary alcohol during said coupling reaction.

Synthesis of vicinal glycols

Compounds represented by the structural formulae ##STR1## wherein n is an integer 0 or 1; A, B and C each independently represent hydrogen or alkyl having from 1 to 3 carbon atoms, provided that when n is 0 at least one of A, B or C cannot be hydrogen; D and E each independently represent hydrogen, alkyl having from 1 to 6 carbon atoms, provided that the sum of the carbon atoms in D and E does not exceed 6, alkoxy having from 1 to 5 carbon atoms or ##STR2## wherein R represents alkyl having from 1 to 6 carbon atoms or aryl, provided that if either D or E is alkoxy or ##STR3## then the other substitutent D or E must be hydrogen; m is an integer 1 through 8; F and G represent hydrogen or alkyl having from 1 to 3 carbon atoms; X represents ##STR4## WHEREIN P IS AN INTEGER 0 THROUGH 2 AND I and J each independently represent hydrogen or methyl, provided that if p is 0 then m must be greater than 2; provided that the sum of the carbon and oxygen atoms in the compound is no greater than 23, are useful as fragrances or as components in fragrance compositions. These compounds have very pleasant, strong and long-lasting aromas. Novel compounds are also disclosed.

Aroma chemicals

Oxidation of an unsaturated amine to an unsaturated nitrile is carried out in presence of cuprous chloride, a nitrogen base and a halide salt soluble in the nitrogen base.

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St. Louis, MO, United States of America

Dennis C Owsley